Best Pittsfield Hotels

Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 9 minutes from Hancock Shaker Village. This hotel is 7.4 mi (11.9 km) from Jiminy Peak Mountain Resort and 7.4 mi (11.9 km) from Shakespeare and Company. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and a banquet hall. Take advantage of the hotel's room service. Wrap up your day with a drink at the bar/lounge. Featured amenities include a business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 45 air-conditioned rooms featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include safes and desks, and housekeeping is provided daily.

Welcome to Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires. Perfectly positioned between charming Lenox and bustling Pittsfield, our hotel is ideal for discovering the natural beauty and charm of the Berkshires.Whether you’re here to hike scenic trails, explore local museums and galleries, or enjoy the iconic performances at Tanglewood, our central location is perfect for exploring. Discover the natural beauty of Mount Greylock State Reservation, home to the highest peak in Massachusetts, or step back in time at Hancock Shaker Village. Visit the historic downtowns of Lenox, Great Barrington, Stockbridge, and West Stockbridge for unique shopping, diverse dining, and an authentic taste of Berkshires culture.After a day of adventure, unwind in our expansive indoor pool and hot tub area. Stay active in our 24-hour fitness center, and wake up to picturesque views of the Berkshire Hills from many of our guest rooms. Experience Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires, where hospitality and comfort are all part of the stay.

With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Museum. This motel is 8.2 mi (13.2 km) from Jiminy Peak Mountain Resort and 0.6 mi (1 km) from Colonial Theater. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area. Free self parking is available onsite. Make yourself at home in one of the 38 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.

With a stay at Wagon Wheel Inn, you'll be centrally located in Lenox, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This motel is 10.7 mi (17.2 km) from Jiminy Peak Mountain Resort and 1.2 mi (1.9 km) from Pleasant Valley Wilderness Sanctuary. Enjoy the recreation opportunities such as a hot tub or make use of other amenities including complimentary wireless internet access. Featured amenities include express check-out and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 18 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have bathtubs or showers and hair dryers.

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires The Yankee Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary non-smoking hotel is near plenty of restaurants as well as Tanglewood Jacobs Pillow and MASS MoCA. Admire original work at the Norman Rockwell Museum 19th century paintings at The Clark and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport ALB is 48 miles away.